Chemistry:Paprika oleoresin

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Paprika oleoresin
Paprika oleoresin.svg
Major chemical components of paprika oleoresin
Names
IUPAC names
(3R,3′S,5′R)-3,3′-dihydroxy-β,κ-caroten-6′-one (capsanthin)
(3S,5R,3′S,5′R)-3,3′-dihydroxy-κ,κ-carotene-6,6′-dione (capsorubin)
Other names
Paprika extract; Paprika color
Identifiers
ChEBI
ChemSpider
  • none
Properties
C40H56O3 (capsanthin)

C40H56O4 (capsorubin)

Molar mass 584.87 g/mol (capsanthin)

600.85 g/mol (capsorubin)

Appearance Reddish viscous liquid
Insoluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Paprika oleoresin (also known as paprika extract and oleoresin paprika) is an oil-soluble extract from the fruits of Capsicum annuum or Capsicum frutescens, and is primarily used as a colouring and/or flavouring in food products. It is composed of vegetable oil (often in the range of 97% to 98%), capsaicin, the main flavouring compound giving pungency in higher concentrations, and capsanthin and capsorubin, the main colouring compounds (among other carotenoids).[1] It is much milder than capsicum oleoresin, often containing no capsaicin at all.

Extraction is performed by percolation with a variety of solvents, primarily hexane, which are removed prior to use. Vegetable oil is then added to ensure a uniform color saturation.[2]

Uses

Foods colored with paprika oleoresin include cheese, orange juice, spice mixtures, sauces, sweets, ketchup, soups, fish fingers, chips, pastries, fries, dressings, seasonings, jellies, bacon, ham, ribs, and among other foods even cod fillets.[3] In poultry feed, it is used to deepen the colour of egg yolks.

In the United States, paprika oleoresin is listed as a color additive “exempt from certification”.[4] In Europe, paprika oleoresin (extract), and the compounds capsanthin and capsorubin are designated by E160c.

Names and CAS nos

Trivial Name Preferred Name AutoNom Name Cas No.
Capsaicin 8-Methyl-N-vanillyl-trans-6-nonenamide (E)-8-Methyl-non-6-enoic acid 4-hydroxy-3-methoxy-benzylamide 404-86-4
Capsanthin (all-E,3R,3'S,5'R)-3,3'-dihydroxy-β,κ-caroten-6'-one (2E,4E,6E,8E,10E,12E,14E,16E,18E)-19-((R)-4-Hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-1-((1R,4S)-4-hydroxy-1,2,2-trimethylcyclopentyl)-4,8,13,17-tetramethyl-nonadeca-2,4,6,8,10,12,14,16,18-nonaen-1-one 465-42-9
Capsorubin (all-E,3S,3'S,5R,5'R)-3,3'-dihydroxy-κ,κ-carotene-6,6'-dione (2E,4E,6E,8E,10E,12E,14E,16E,18E)-1,20-Bis-((1R,4S)-4-hydroxy-1,2,2-trimethyl-cyclopentyl)-4,8,13,17-tetramethyl-icosa-2,4,6,8,10,12,14,16,18-nonaene-1,20-dione 470-38-2

References

  1. "Incorporation of carotenoids from paprika oleoresin into human chylomicrons". Br. J. Nutr. 89 (6): 787–93. 2003. doi:10.1079/BJN2003842. PMID 12828795. 
  2. "Paprika (Capsicum annuum) Oleoresin Extraction with Supercritical Carbon Dioxide". J. Agric. Food Chem. 47 (9): 3558–64. 1999. doi:10.1021/jf9900985. PMID 10552685. 
  3. "Paprika Extract (E160c) – Overview, Uses, Side Effects & More". HealthKnight. https://healthknight.com/paprika-extract-e160c-side-effects-benefits. 
  4. "Title 21 Code of Federal Regulations, part 73". http://www.access.gpo.gov/nara/cfr/waisidx_02/21cfr73_02.html.